A lush garden with a pond, ferns, and flowering plants.

Upwey Vacation Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Upwey vacation rentals

A two-story house with a white exterior, a stone wall on the right, and a small garden with potted plants and flowers.

1. The Little Cottage

The Little Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Clean cottage, great location, comfortable beds."
Australia
Lea
The price is AED 2,362
AED 2,834 total
includes taxes & fees
27 Oct - 28 Oct
The Little Cottage
A dining table with pink plates, a glass, and a spoon set. There is a window with white curtains and a view of a building outside.

2. Walkersbase Nutallergy Friendly - Sleeps3 - Petsok

Walkersbase Nutallergy Friendly - Sleeps3 - Petsok
3.0 star property
Bridport
The price is AED 334
AED 694 total
includes taxes & fees
4 Nov - 5 Nov
Walkersbase Nutallergy Friendly - Sleeps3 - Petsok
A stone house with a paved patio, a small garden, and a view of the sea.

3. Ash Corner Cottage

Ash Corner Cottage
2.0 star property
Overcombe
The price is AED 3,356
AED 4,027 total
includes taxes & fees
20 Oct - 21 Oct
Ash Corner Cottage
A residential property with a patio, a sliding glass door, and a brick exterior.

4. Cedar Drive

Cedar Drive
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"So clean I could roll around in the property, also very thoughtful of the host, even a fly squatter was available. Would highly recommend if you’re in the area."
United Kingdom
David
The price is AED 2,121
AED 2,546 total
includes taxes & fees
6 Nov - 7 Nov
Cedar Drive
A cozy living room with a grey sofa, a green throw blanket, and a dining area with wicker chairs.

5. 2 Bathsheba Terrace

2 Bathsheba Terrace
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"Everything was there that we needed. It was clean, well laid out and comfortable. "
Canada
Rachael
The price is AED 1,787
AED 2,145 total
includes taxes & fees
20 Oct - 21 Oct
2 Bathsheba Terrace
A bedroom with a bed, a wooden chair, a desk with a mirror, and a window with curtains.

6. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is AED 1,960
AED 2,352 total
includes taxes & fees
30 Oct - 31 Oct
Sea Spray
A traditional stone building with a thatched roof, a small window, and a sign prohibiting parking on the grass.

7. Badgers Cottage

Badgers Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Nice"
United Kingdom
Neil
The price is AED 2,117
AED 2,541 total
includes taxes & fees
21 Oct - 22 Oct
Badgers Cottage
Property grounds

8. Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (2 reviews)
"It was in a peaceful location, although a bit far for walking into town. But the facilities were spot on, though there is no oven to cook proper meals. For someone who needs a quiet, chilled out, restful timeout, it is the perfect place to stay."
United Kingdom
Kim
The price is AED 1,686
AED 2,024 total
includes taxes & fees
20 Oct - 21 Oct
Hide-a-way
A modern kitchen with a dining area.

9. Sunningdale Rise

Sunningdale Rise
3.0 star property
Overcombe
The price is AED 4,599
AED 5,519 total
includes taxes & fees
20 Oct - 21 Oct
Sunningdale Rise
A grassy area with a view of a calm body of water and distant landforms.

10. Lobster Cottage

Lobster Cottage
3.5 star property
Rodwell
10.0 out of 10, Exceptional, (2 reviews)
"The property was clean and included everything you would need. The outside space was disappointing as it was just a table and chairs in a small concrete space rather than what is shown on the pictures depicting the outside space. The location made ot easy to score with a few shops, pubs and places near by."
United Kingdom
Sharon
The price is AED 2,059
AED 2,471 total
includes taxes & fees
24 Oct - 25 Oct
Lobster Cottage
A wooden deck with a pergola, a table with chairs, and a brick pathway.

11. Home Waters

Home Waters
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
The price is AED 2,519
AED 3,023 total
includes taxes & fees
1 Nov - 2 Nov
Home Waters
A cozy room with a stone wall, a fireplace, a sofa, and a window.

12. Norden Cottage

Norden Cottage
3.0 star property
Weymouth
6.0 out of 10, (1 review)
"The cottage itself is lovely, and has a lot of potential. It’s a large cottage which accomodates 5. Lighting wasn’t working in all rooms which was a nuisance and the facilities in the kitchen were dirty and not maintained well. Oven and stove worked, coffee machine filthy. Given that you would hire a cottage to do self catering, it wasn’t one of the better cottages we have stayed in. We found it a cold welcoming, no welcome note, only a small box of biscuits on entry. Cottage was really...
United Kingdom
Hilary
The price is AED 2,391
AED 2,869 total
includes taxes & fees
1 Nov - 2 Nov
Norden Cottage
A bedroom with a green upholstered headboard, a floral bedspread, and a painting of flowers on the wall.

13. Rodwell Holt

Rodwell Holt
2.0 star property
Weymouth
The price is AED 1,823
AED 2,188 total
includes taxes & fees
24 Oct - 25 Oct
Rodwell Holt
A room with a large window overlooking a beach, a stone wall, and a small white table.

14. Weymouth Bay Apartment C

Weymouth Bay Apartment C
3.5 star property
Greenhill
10.0 out of 10, Exceptional, (1 review)
"Awesome morning earky dips into sea even if 10.5oc ..apartment very close for hot tea and shower..weymouth beach walking along kings beach lovely into town shops 15min or very slow paced 45mins beach combing...bowleazes walking along beach opp way to prestons fiishships mealout very tasty ..staring at the sea starring at the skys hofizons yachts tjme stopped perfect days..☀ 🛳 🌊 "
United Kingdom
STEVEN
The price is AED 2,735
AED 3,282 total
includes taxes & fees
14 Nov - 15 Nov
Weymouth Bay Apartment C
A row of colorful beach huts numbered 16 to 17, with a gravel path in front.

15. Bay Cottage

Bay Cottage
3.0 star property
Rodwell
10.0 out of 10, Exceptional, (1 review)
"Great location, thank you we enjoyed our stay"
United Kingdom
Neil
The price is AED 4,247
AED 5,096 total
includes taxes & fees
30 Oct - 31 Oct
Bay Cottage
A palm tree by a beach with a clear sky.

16. Flat 6, Thornlow Heights

Flat 6, Thornlow Heights
3.0 star property
Southlands
The price is AED 2,039
AED 2,446 total
includes taxes & fees
21 Oct - 22 Oct
Flat 6, Thornlow Heights
A harbor with boats docked, a building labeled 'The George Inn', and a cloudy sky.

17. Brewery View

Brewery View
2.0 star property
Rodwell
10.0 out of 10, Exceptional, (1 review)
"Very clean, location great, comfortable and we received regular updates and communication. All very helpful"
United Kingdom
Helen
The price is AED 1,873
AED 2,247 total
includes taxes & fees
24 Oct - 25 Oct
Brewery View
A room with a large window overlooking a body of water, a small table with candles, and a mirror on the wall.

18. Still Waters

Still Waters
2.0 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
"Amazing property, had the best week staying there. Location, facilities, space.. everything!! Will be back"
United Kingdom
Rory
The price is AED 3,261
AED 3,913 total
includes taxes & fees
27 Oct - 28 Oct
Still Waters
A modern kitchen with a dining area, featuring a large window, a microwave, and a sink.

19. Coastguard Lookout

Coastguard Lookout
2.0 star property
Wyke Regis
The price is AED 1,856
AED 2,227 total
includes taxes & fees
26 Oct - 27 Oct
Coastguard Lookout
A coastal view with boats on the water, a sandy beach, and a clear sky.

20. Beach View House

Beach View House
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
"Vi var meget godt fornøyde med både beliggenhet og renhold, og hadde veldig fine dager her. Dette kan vi anbefale på det varmeste!"
Norway
Arve Moen
The price is AED 2,971
AED 3,565 total
includes taxes & fees
21 Oct - 22 Oct
Beach View House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Upwey Hotel Reviews

Moonfleet Manor

Moonfleet Manor

10/10 Excellent
"Very clean hotel with friendly staff and lovely location"
Peter 1-night trip
Posted 14 hours ago
Moonfleet Manor

Frequently asked questions

Can I find a vacation rental in Upwey?

Yes, we offer vacation rentals near well known points of interest in Upwey, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Upwey has to offer?

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: Visitors like this Upwey vacation home rental. It comes with WiFi so you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Upwey?

While exploring the area, visit family-friendly sights like Abbotsbury Swannery, or get outside and enjoy nature at Dorset National Landscape. In the larger area, you’ll find Lodmoor Country Park and Bowleaze Cove Beach.

What’s a vacation rental in Upwey like?

Vacation rentals are private properties you can book for a long or short time in Upwey. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for families.